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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1626717Erstellt: 26. Oktober 2026

Diethyl Ether → trifluoro-methanesulfonic acid 2-morpholin-4-yl-4-oxo-4H-chromen-8-yl ester

https://huagongshe.com/reaction/1626717

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiethyl EtherHCID 3283—
EduktTrifluoromethanesulfonic anhydrideHCID 67749—
EduktTrifluoro-methanesulfonic acid 2-hydroxy-3-(3-morpholin-4-yl-3-oxo-propionyl)-phenyl esterHCID 11610960—
LösungsmittelDichloromethaneHCID 6344—
Produkttrifluoro-methanesulfonic acid 2-morpholin-4-yl-4-oxo-4H-chromen-8-yl esterHCID 11603298—

Reaktionsschritte

Trifluoro-methanesulfonic acid 2-hydroxy-3-(3-morpholin-4-yl-3-oxo-propionyl)-phenyl ester [D] (1.06 g, 2.7 mmol) in dichloromethane (30 ml) was treated with trifluoromethanesulphonic anhydride and stirred over night at room temperature. The reaction mixture was then concentrated, re-dissolved in methanol and stirred for a further 2 hours. The solution was diluted with water and basified to pH8. It was then extracted three times with dichloromethane. The extracts were combined, washed with brine, dried with magnesium sulphate and evaporated to give the crude product as a brown oil. Trituration with ether gave trifluoro-methanesulfonic acid 2-morpholin-4-yl-4-oxo-4H-chromen-8-yl ester [E] as a brown solid. Yield 210 mg, 20%.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08785457B2
Quelldatensatzuspto-grants-2014_07
ORD IDord-69c6190df50d495ab6df064ab3ab381b
Quellennotizuspto-grants-2014_07